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Merck

SML2148

Sigma-Aldrich

Sulfo-N-succinimidyl Oleate 钠

≥95% (HPLC)

别名:

(Z)-1-(oleoyloxy)-2,5-dioxopyrrolidine-3-sulfonic acid, sodium salt, (Z)-2,5-Dioxo-1-[(1-oxo-9-octadecenyl)oxy]-3-pyrrolidinesulfonic acid, sodium salt, 2,5-Dioxo-1-[[(9Z)-1-oxo-9-octadecenyl]oxy]-3-pyrrolidinesulfonic acid, sodium salt, SSO sodium salt, Sulfosuccinimidyl oleate sodium

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About This Item

经验公式(希尔记法):
C22H36NO7S· Na
分子量:
481.58
EC 号:
MDL编号:
UNSPSC代码:
51111800
NACRES:
NA.77
价格与库存信息目前不能提供

方案

≥95% (HPLC)

表单

powder

储存条件

desiccated
under inert gas

颜色

white to beige

溶解性

DMSO: 2 mg/mL, clear (warmed)

储存温度

−20°C

SMILES字符串

CCCCCCCC/C=C\CCCCCCCC(ON1C(C(CC1=O)S([O-])(=O)=O)=O)=O.[Na+]

InChI

1S/C22H37NO7S.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)30-23-20(24)18-19(22(23)26)31(27,28)29;/h9-10,19H,2-8,11-18H2,1H3,(H,27,28,29);

InChI key

IENDXPSKPJDQKO-UHFFFAOYSA-N

应用

磺基-N-琥珀酰亚胺基油酸酯钠可用作Raw264.7细胞和骨髓来源巨噬细胞中的分化36(Cd36)簇的阻断剂。[1]它还可用作急性髓性白血病 (AML)中CD36的不可逆抑制剂,监测CD36诱导的细胞凋亡。[2]

生化/生理作用

SSO 是线粒体呼吸链的抑制剂。[3]SSO 靶向脂肪酸结合站点的赖氨酸 164 残基—这可在清道夫受体 CD36(分化簇36)中观察到。[4]
体外 体内 共价修饰脂肪酸转位酶(CD36/FAT) Lys164 并不可逆地抑制 CD36 依赖性 FA 摄取。
磺基-N-琥珀酰亚胺酯(SSO;磺基琥珀酰亚胺基油酸酯)通过共价修饰其 FA 和 oxLDL 结合域内的 CD36 Lys164,以不可逆的方式抑制脂肪酸转位酶(CD36/FAT)介导的信号以及长链脂肪酸(LCFA)和氧化低密度脂蛋白(oxLDL) 的摄取。SSO 在培养(5-500μM)和动物体内(40 mg/kg i.p.)研究 CD36 介导的细胞和生理功能。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Iman Momken et al.
The Biochemical journal, 474(1), 149-162 (2016-11-09)
Leptin stimulates fatty acid oxidation in muscle and heart; but, the mechanism by which these tissues provide additional intracellular fatty acids for their oxidation remains unknown. We examined, in isolated muscle and cardiac myocytes, whether leptin, via AMP-activated protein kinase
Susan L M Coort et al.
Molecular and cellular biochemistry, 239(1-2), 213-219 (2002-12-14)
Sulfo-N-succinimidyl esters of LCFAs are a powerful tool to investigate the functional significance of plasmalemmal proteins in the LCFA uptake process. This notion is based on the following observations. First, sulfo-N-succinimidyl oleate (SSO) was found to inhibit the bulk of
Ondrej Kuda et al.
The Journal of biological chemistry, 288(22), 15547-15555 (2013-04-23)
FAT/CD36 is a multifunctional glycoprotein that facilitates long-chain fatty acid (FA) uptake by cardiomyocytes and adipocytes and uptake of oxidized low density lipoproteins (oxLDL) by macrophages. CD36 also mediates FA-induced signaling to increase intracellular calcium in various cell types. The
Jun Sung Moon et al.
Journal of diabetes and its complications, 31(1), 21-30 (2016-09-25)
Cluster determinant 36 (CD36), a fatty acid transporter, was reported to have a pivotal role in glucotoxicity-induced beta cell dysfunction. However, little is known about how glucotoxicity influences CD36 expression, and it is unknown whether this action can be counteracted
Chemical Reagents for Protein Modification, 559-559 (2014)

Questions

  1. After I resuspend this product ( SML2148)in DMSO, how should I store the solution? Aliquot and store at -20C?

    1 answer
    1. Unfortunately, the stability of this product once resuspended has not been determined.

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